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Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Best Seller
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 14

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 14

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10.5

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10.5

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 9

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Metro Ii Waterproof Chukka Sneaker

Metro Ii Waterproof Chukka Sneaker

Men's Sorel Metro Ii Waterproof Chukka Sneaker - Black - Hi-top sneakers A street-savvy chukka with signature waterproof protection and a sneaker-inspired attitude keeps you moving in comfortable style all day long. more

$130.00

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Astor Chukka Sneaker

Astor Chukka Sneaker

Men's Frye Astor Chukka Sneaker - Black - Low-top sneakers Classic chukka styling meets modern athletic vibes in this lace-up sneaker grounded by a cushioned footbed. more

$228.00

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Trvl Lite Chukka Sneaker

Trvl Lite Chukka Sneaker

Men's TOMS Trvl Lite Chukka Sneaker - Black - Hi-top sneakers Minimalist styling keeps your look clean and classic in a chukka sneaker set on a comfortably cushioned footbed and a vulcanized rubber sole. more

$119.95

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Adidas Shoes | Adidas Nmd C1 Tr Chukka Sneakers | Color: Black | Size: 8.5

Adidas Shoes | Adidas Nmd C1 Tr Chukka Sneakers | Color: Black | Size: 8.5

Adidas Nmd C1 Tr Chukka Sneakers Preowned And Work A Couple Of Times // Sz Mens 8.5 // Color: Black more

$145.00

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Vans Shoes | *Read* Nwt Vans Style 49 Black Velvet Chukka Sneakers | Color: Black | Size: 4b

Vans Shoes | *Read* Nwt Vans Style 49 Black Velvet Chukka Sneakers | Color: Black | Size: 4b

These Are Amazing Old School Sneakers Recreated As Part Of The Anaheim Factory Collection. This Pair Of “Style 49” Chukka Sneakers Are Black Velvet And Would Be Really Cool Kicks For A Boy Or Girl. They Are New With Tags, But They Have A Very Thin... more

$70.00

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Polo By Ralph Lauren Shoes | Chukka 100 Sneaker From Polo Ralph Lauren | Color: Black | Size: 8.5

Polo By Ralph Lauren Shoes | Chukka 100 Sneaker From Polo Ralph Lauren | Color: Black | Size: 8.5

Black Men's Leather Delaney Hi Top Sneaker Black 8.5 Size:8½ Material:Genuine Leather, Genuine Suede Style:Casual Shaft Height:Ankle Closure Style:Lace-Up The Chukka 100 Sneaker From Polo Ralph Lauren Features A Soft Leather Upper Paired With A Fitted... more

$65.00

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Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 12

Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 12

The comfort of a sneaker meets the sharpness of chukka with the Theo by Thomas & Vine. This low-cut boot is shaped with authentic leather and textile uppers fastened by a lace-up closure. A flexible EVA/rubber outsole lined with a 12 mm Tru Comfort... more

$99.99

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Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 10.5

Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 10.5

The comfort of a sneaker meets the sharpness of chukka with the Theo by Thomas & Vine. This low-cut boot is shaped with authentic leather and textile uppers fastened by a lace-up closure. A flexible EVA/rubber outsole lined with a 12 mm Tru Comfort... more

$99.99

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Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 8.5

Thomas and Vine Thomas & Vine Theo Chukka Boot - Black - 8.5

The comfort of a sneaker meets the sharpness of chukka with the Theo by Thomas & Vine. This low-cut boot is shaped with authentic leather and textile uppers fastened by a lace-up closure. A flexible EVA/rubber outsole lined with a 12 mm Tru Comfort... more

$99.99

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 12 Black Boot W

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 12 Black Boot W

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 9.5 Black Boot Medium

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 9.5 Black Boot Medium

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 11 Black Boot W

Carhartt Force 5" Nano Toe Lightweight Sneaker Boot - Mens 11 Black Boot W

*Chukka work boot from Carhartt *Black high abrasion resistant 1200D fabric and black leather *Nano Composite safety toe cap is lightweight, non-metallic, and non-conductive to heat or cold *Safety toe meets or exceeds ASTM 2413-18 standards *Insite®... more

$144.95

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Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide | Taupe/Black | Leather/Textile/Synthetic

Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide | Taupe/Black | Leather/Textile/Synthetic

Get even more sporty comfort out of Skechers Vigor 2.0 - Trait. This lace-up athletic style features a trubuck leather, synthetic and mesh fabric upper with cushioned Memory Foam insole. | Skechers Men's Vigor 2.0 - Trait Sneaker | Size 9.5 Wide |... more

$75.00 $52.99

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Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 9.5 | Black | Textile/Synthetic | Vegan

Skechers Men's Work Relaxed Fit: Flex Advantage - McAllen SR Sneaker | Size 9.5 | Black | Textile/Synthetic | Vegan

All-day comfort and sporty style deliver in Skechers Work Relaxed Fit Flex Advantage - McAllen SR. Featuring a smooth synthetic and mesh upper on a sporty casual slip-resistant work design with a cushioned Skechers Memory Foam insole. | Skechers Men's... more

$95.00

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Crocs Pfd Triple Black Men's On The Clock Slip Resistant Work Sneaker Shoes

Crocs Pfd Triple Black Men's On The Clock Slip Resistant Work Sneaker Shoes

Our latest style to join the Crocs at Work™ Collection, the On the Clock Sneaker, was designed with hard workers like you in mind. This durable shoe features breathable yet easy to clean uppers and premium LiteRide™ footbeds that deliver support and... more

$69.99

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10.5

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10.5

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 10

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 13

Blair Men's Dr. Max™ Leather Sneakers with Memory Foam - Black - 13

For incredible comfort and style, these supple leather sneakers are just what the doctor ordered! Features a high-density memory foam insole for superior comfort to keep feet happy all day long. Let’s talk details: • Exclusive Dr. Max™ Enhanced Comfort... more

$59.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 11 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 11 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

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Taupe Wtaps Edition Og Chukka Lx Sneakers

Taupe Wtaps Edition Og Chukka Lx Sneakers

Men's Vans Taupe Wtaps Edition Og Chukka Lx Sneakers - Black - Low-top sneakers High-top suede sneakers in taupe. Graphic embroidered at sides. Lace-up closure · Padded collar · Canvas lining · Vulcanized rubber midsole · Treaded rubber outsole Part of... more

$150.00 $105.00

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11.5

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11.5

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 10

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

FREE shipping

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TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11

TOMS Men's Black Suede Travel Lite Moc Chukka Sneaker Shoes, Size 11

A suede spin on the Desert Boot. Fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible manufacturing via the Leather... more

$119.95 $99.99

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